Category: indolines-derivatives

Chemistry graduates have much scope to use their knowledge in a range of research sectors, including roles within chemical engineering, chemical and related industries, healthcare and more. , 1074-82-4

8.7ml (6 · 5 X 102 moles) 1,5-dibromopentane with6 g (3. 2 X 10 2 moles) Phthalimide potassium salt dissolved in 100ml of N, N- dimethylformamide andunder room temperatureit was stirred for 15hours.The solvent was distilled off under reduced pressure, The residue usingn-hexane: ethyl acetate with a volumeratio of 10: 1 eluent to carry out column chromatography, gradually increasingthe polarity to hexane: ethyl acetate with a volume ratio of 5: 1 to give a product of 6.9g(2.3X102 mol) a bromogroup substituted by Phthalimide. The product with 5. 9g (4. 7X 102 mol) of sodium sulfite, 140ml water and 85ml95% ethanol mixed reactionwas heated to 95 C for18h, the remainingsolvent was drained, and the resulting residue was mixed with 73ml ofconcentrated hydrochloric acidthen was heated to 110 C thefor 18H, it was drained, with water – 95% ethanol on the residue to carry out recrystallization to give 5-amino-1-pentylSulfonic acid 2. 7g (total yield 50%).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1074-82-4, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Institute of Chemistry Chinese Academy of Sciences; zhao, jingquan; DENG, HONG; XEI, JIE; (16 pag.)CN101948412; (2016); B;,
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name: 4-Bromoisatin, Chemistry built the modern world, from the materials that make up the everyday objects around us, the batteries in our devices and cleaning products that help to maintain sanitation.

To a solution of 4-bromoisatin 30 (100 mg, 0.44 mmol) in degassed THF/H2O (3:1, 3 mL) was added potassium 4-methyphenyltrifluoroborate (123 mg, 0.62 mmol) and K3PO4 (338 mg, 1.59 mmol) followed by Pd(PPh3)2Cl2 (31 mg, 0.04 mmol). The reaction vessel was sealed and heated by microwave irradiation for 4 h at 130 °C. The reaction mixture was cooled to rt, diluted with EtOAc (5 mL) and filtered through Celite®. The organic solution was washed with brine (5 mL) and the resulting aqueous layer was further extracted with EtOAc (2*). The combined organic layers were dried (MgSO4), filtered and concentrated in vacuo to give the crude product. The product was purified via flash column chromatography (eluent 30-40 °C petrol/acetone, 4:1) to afford the title compound (42) as an orange solid (72 mg, 68percent); mp 178-179 °C; numax (solid) 3274, 3051, 2906, 1741, 1609, 1486; deltaH (400 MHz, CDCl3) 2.43 (3H, s, CH3), 6.88 (1H, d, J = 8.0 Hz, C(7)H), 7.08 (1H, d, J = 8.0 Hz, C(5)H), 7.28 (2H, d, J = 8.5 Hz, C(3′)H and C(5′)H), 7.45 (2H, d, J = 8.5 Hz, C(6′)H and C(2′)H), 7.55 (1H, app t, J = 8.0 Hz, C(6)H), 8.70 (1H, br s, NH); deltaC (125 MHz, CDCl3) 21.4, 110.8, 114.4, 125.9, 128.8, 129.0, 133.1, 138.0, 139.4, 143.8, 154.2, 159.2, 178.3; m/z (ESI-) 236 ([M-H]-, 100percent); HRMS (ESI-) C15H10NO2S- ([M-H]-) requires 236.0717; found 236.0716.

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Reference:
Article; Gianella-Borradori, Matteo; Christou, Ivy; Bataille, Carole J.R.; Cross, Rebecca L.; Wynne, Graham M.; Greaves, David R.; Russell, Angela J.; Bioorganic and Medicinal Chemistry; vol. 23; 1; (2015); p. 241 – 263;,
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Synthetic Route of 169037-23-4, Researchers are common within chemical engineering and are often tasked with creating and developing new chemical techniques, frequently combining other advanced and emerging scientific areas.

General procedure: A mixture of bisarylidenepiperidin-4-one (1.36 mmoL), isatin (2.72 mmoL) and L-phenylalanine (2.72 mmoL) were heated with stirring in [bmim]Br medium (3 mL) for 1 h at 100 C. After completion of the reaction (TLC), ethyl acetate (2 x 5 mL) was added and the reaction mixture was stirred for 10 min. The organic layer was removed under reduced pressure and the crude product was purified by column chromatography (ethyl acetate:hexane v/v 3:7). 5′-Benzyl-4′-(m-nitrophenyl)-5-(trifluoromethoxy)spiro[3,2′]oxindolopyrrolidino-4′-(m-nitrophenyl)-1?-styryl-5-benzylidene-spiro[3′.3?]piperidin-4?-one (5l): Melting point 296-298 C; white solid, 94%; 1H-NMR (CDCl3, 400 MHz): delta/ppm 5.05 (d, J = 14.64 Hz, 1H), 4.75-4.77 (m, 1H), 4.30 (d, J = 10.24 Hz, 1H), 3.86 (d, J = 13.92 Hz, 1H), 3.83 (d, J = 16.92 Hz, 1H), 3.49 (d, J = 15.4 Hz, 1H), 3.10 (d, J = 11.72 Hz, 1H), 2.73-2.77 (dd, J = 13.96, 8.08 Hz, 1H), 2.74 (d, J = 13.92 Hz, 1H), 7.01-6.68 (m, 2H), 7.18-7.82 (m, 21H,Ar); 13C-NMR (CDCl3, 100 MHz): delta/ppm 40.6, 47.4, 52.1, 53.3, 62.8, 65.6, 70.9, 98.8, 110.2, 121.9, 122.4, 122.5, 112.5, 123.6, 124.4, 124.5, 126.4, 126.5, 126.7, 128.7, 128.8, 128.9, 129.2, 129.4, 129.9, 132.4, 132.9, 135.6, 136.3, 137.7, 138.7, 139.9, 144.4, 179.8, 198.7. EI-MS: m/z 801 (M+). Anal. Calcd for C44H34F3N5O7: C, 65.91; H, 4.27; N, 8.73; Found: C, 65.99; H, 4.39; N, 8.86.

We very much hope you enjoy reading the articles and that you will join us to present your own research about 5-(Trifluoromethoxy)indoline-2,3-dione.

Reference:
Article; Arumugam, Natarajan; Almansour, Abdulrahman I.; Kumar, Raju Suresh; Govindasami, Periyasami; Al-thamili, Dhaifallah M.; Krishnamoorthy, Rajapandian; Periasamy, Vaiyapuri Subbarayan; Alshatwi, Ali A.; Mahalingam; Thangamani, Shankar; Menendez, J. Carlos; Molecules; vol. 23; 5; (2018);,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1498-88-0, name is 1′,3′,3′-Trimethyl-6-nitrospiro[chromene-2,2′-indoline], This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1′,3′,3′-Trimethyl-6-nitrospiro[chromene-2,2′-indoline]

1,3,3-Trimethyl-60-nitrospiro[chromene-2,20-indoline] (6.45 g,20 mmol) and SnCl2 (18.96 g, 0.10 mol) were added to a flask underN2 atmosphere. Anhydrous ethanol (100 mL) was added and thereaction mixture was heated to reflux for 2 h. After reaction themixture was cooled to room temperature and filtered. The filtratewas concentrated and 5% aqueous NaOH was added to the residue.The organic phase was extracted with dichloromethane for threetimes,washed withwater and dried. After filtration the solvent wasremoved by evaporation and the residue was purified by columnchromatography with petroleum ether/ethyl acetate (3:1, v/v) aseluent to give the reduction product 1,3,3-trimethyl-60-aminospiro[chromene-2,20-indoline] (3.18 g) as brown solid in 54% yield. Mp139e140 C. 1H NMR (400 MHz, CDCl3) d 7.16e7.14 (m, 1H), 7.05 (d,J 8.3 Hz, 1H), 6.81e6.79 (m, 1H), 6.74 (d, J 8.8 Hz, 1H), 6.55e6.44(m, 3H), 6.41 (d, J 7.9 Hz, 1H), 5.67 (d, J 10.9 Hz, 1H), 2.85 (s, 3H),1.45 (s, 3H), 1.30 (s, 3H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Zhang, Ruiqing; Hu, Luping; Xu, Zhenxiang; Song, Yanxi; Li, Hongqi; Zhang, Xin; Gao, Xucheng; Wang, Mengxuan; Xian, Chunying; Journal of Molecular Structure; vol. 1204; (2020);,
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SDS of cas: 6941-75-9, The prevalence of solvent effects in heterogeneous catalysis has motivated developing quantitative kinetic, spectroscopic, and theoretical assessments of solvent structures and their interactions with reaction intermediates and transition states.

General procedure: The mixture of 4-bromophthalimide (225 mg, 1 mmol), 4-RPhSH(3 mmol), K2CO3 (136 mg, 1 mmol) and CuI (10 mg) was added to DMF (10 mL). The solution was heated at 130 C for 6 h under the protection of nitrogen. After cooled, water (30 mL) was added and the precipitation was filtered, washed with water. The product was purified by column chromatography on silica gel using dichloromethane/acetone (60:1).

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Reference:
Article; Li, Xiangqian; Liang, Xiaomeng; Song, Ting; Su, Pengchen; Zhang, Zhichao; Bioorganic and Medicinal Chemistry; vol. 22; 21; (2014); p. 5738 – 5746;,
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Healthcare careers for chemists are once again largely based in laboratories, although increasingly there is opportunity to work at the point of care, helping with patient investigation., category: indolines-derivatives

Bis(4-methoxybenzyl)amine (900 mg) was dissolved in dichloromethane (20 ml) and cooled to 0C. To this solution, triethylamine (1.02 ml) was added and compound 49 (1.05 g) was added in small portions, followed by stirring at room temperature for 3 hours. After addition of water, the reaction mixture was extracted with dichloromethane. The organic layer was washed with brine and dried over magnesium sulfate. After filtration and evaporation of the solvent under reduced pressure, the resulting residue was purified by silica gel column chromatography (developing solvent: ethyl acetate:n-hexane 1:1 to ethyl acetate) to give the desired compound (compound 50) (1.4 g, yield 81%). 1H-NMR (300MHz, CDCl3) delta: 3.24(2H, t, J=6.8Hz), 3.81(6H, s), 4.10-4.14(2H, m), 4.29(4H, s), 6.88(4H, d, J=8.7Hz), 7.23(4H, d, J=8.7Hz), 7.73(2H, dd, J=3.1, 5.3Hz), 7.87(2H, dd, J=3.1, 5.3Hz). Rf value (silica gel plate, developing solvent: ethyl acetate:n-hexane = 1:1): 0.24.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 4403-36-5.

Reference:
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; EP1634874; (2006); A1;,
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In chemical reaction engineering, simulations are useful for investigating and optimizing a particular reaction process or system., Application of 334952-09-9

Example 50 Synthesis of 3-[4-(2-Diethylaminoethylcarbamoyl)-3,5-Dimethyl-1H-Pyrrol-2-Ylmethylene]-2-oxo-2,3-Dihydro-1H-Indole-6-Carboxylic Acid 2-Oxo-2,3-dihydro-1H-indole-6-carboxylic acid (80 mg, 0.45 mmol) was condensed with 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (2-diethylaminoethyl)amide to give 210 mg (92%) of the title compound as a yellow orange solid. 1H-NMR (360 MHz, DMSO-d6) delta 13.6 (s, 1H, NH), 7.76 (d, J=8.0 Hz, 1H), 7.66 (s, 1H, H-vinyl), 7.57 (dd, J=1.5 & 8.0 Hz, 1H), 7.40-7.42 (m, 2H), 3.28 (m, 2H, CH2), 2.88 (m, H-piperidine), 2.54 (m, 6H, 3*CH2), 2.44 (s, 3H, CH3), 2.40 (s, 3H, CH3), 1.56 (m, H-piperidine), 0.97 (t, J=6.98 Hz, 6H, N(CH2CH3)2). MS m/z 424 [M+]

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Oxoindoline-6-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sugen. Inc.; US2003/100555; (2003); A1;,
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Application In Synthesis of 5-Bromo-1-methyl-2-oxoindoline, The chemical industry reduces the impact on the environment during synthesis 20870-90-0, name is 5-Bromo-1-methyl-2-oxoindoline, I believe this compound will play a more active role in future production and life.

EXAMPLE 59A benzyl 1-methyl-oxindole-5-carboxylate A solution of 5-bromo-1-methyl oxindole (3.75 g, 16.6 mmol) and triethylamine (3.48 mL) in THF (40 mL) was treated with benzyl alcohol (2.58 mL) and PdCl2(dppf) (300 mg), stirred under carbon monoxide (680 psi) at 130 C. for 16 hours, depressurized, filtered through diatomaceous earth (Celite), and concentrated. The concentrate was purified on silica gel with 30% ethyl acetate/hexanes to provide 2.36 g of the desired product. MS (ESI(+)) m/z 299 (M+NH4)+; 1H NMR (CDCl3) delta 8.10-8.07 (m, 1H), 7.95 (s, 1H), 7.47-7.33 (m, 5H), 6.86 (d, J=8.1 Hz, 2H), 5.35 (s, 2H), 3.56 (s, 2H), 3.25 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 20870-90-0, its application will become more common.

Reference:
Patent; Abbott Laboratories; US6228868; (2001); B1;,
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These common heterocyclic compound, 1074-82-4, name is Potassium 1,3-dioxoisoindolin-2-ide, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. HPLC of Formula: C8H4KNO2

To a stirred solution of 1,6-dibromohexane (12.3 mL, 81.0 mmol) in DMF (10 mL), was added potassium phthalate (5.0 g, 27.0 mmol) portion-wise over 30 min at room temperature. After complete addition, the reaction mixture was stirred at 90 C for 18 h, then quenched with water (300 mL) and extracted with diethyl ether (150 mL x 2). The combined organic extracts were washed with water (100 mL x 2), followed by brine (50 mL x 2) and dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The resultant residue was purified by silica gel column chromatography (60-120 mesh) using 5-10% EtOAc / hexanes to afford 3-i as an off- white solid (6.3 g, 76% yield). LCMS: 310.95 (M+1).

Keep reading other articles of Potassium 1,3-dioxoisoindolin-2-ide! Don’t worry, you don’t need a PhD in chemistry to understand the explanations! I believe this compound will play a more active role in future production and life.

Reference:
Patent; CV6 THERAPEUTICS (NI) LIMITED; LADNER, Robert D.; (345 pag.)WO2018/128720; (2018); A1;,
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With the volume and accessibility of scientific research increasing across the world, it has never been more important to continue building the reputation for quality and ethical publishing we’ve spent the past two centuries establishing., Electric Literature of 3676-85-5

Example 89 N-(1,3-Dioxo-2,3-dihydro-1H-5-isoindolyl)-N’-(2,3,6-trichlorobenzyl)urea Diphenylphosphoryl azide (162 mg, 0.59 mmol, 1.2 eq) and triethylamine (60 mg, 0.59 mmol, 1.2 eq) were added to a solution of 2,3,6-trichlorophenylacetic acid (118 mg, 0.49 mmol) in toluene, and the mixture was stirred at 110C for 60 min. Thereafter, 4-aminophthalimide (80 mg, 0.49 mmol, 1.0 eq) and a minor amount of DMF were added thereto, and the mixture was stirred at 110C for 2.5 hr. After the completion of the reaction, water and ethyl acetate were added thereto, and the precipitated crystal was collected by filtration and was washed with ethyl acetate to give the title compound as a crystal (57 mg, 29.1%). MS m/z: 397, 399 1H-NMR delta: 4.63 – 4.66 (2H, m), 6.87 (1H, t, J = 5.24 Hz), 7.55 (1H, d, J = 8.54 Hz), 7.57 (1H, dd, J = 1.95, 8.05 Hz), 7.67 (2H, d, J = 8.54 Hz), 8.00 (1H, d, J = 1.71 Hz), 9.14 (1H, s), 11.09 (1H, s)

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Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1256574; (2002); A1;,
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